WO1998000102A1 - Vitamin c delivery system - Google Patents

Vitamin c delivery system Download PDF

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Publication number
WO1998000102A1
WO1998000102A1 PCT/EP1997/001625 EP9701625W WO9800102A1 WO 1998000102 A1 WO1998000102 A1 WO 1998000102A1 EP 9701625 W EP9701625 W EP 9701625W WO 9800102 A1 WO9800102 A1 WO 9800102A1
Authority
WO
WIPO (PCT)
Prior art keywords
glycol
weight
composition according
ascorbic acid
composition
Prior art date
Application number
PCT/EP1997/001625
Other languages
English (en)
French (fr)
Inventor
Alexander Paul Znaiden
Brian Andrew Crotty
Anthony William Johnson
Original Assignee
Unilever Plc
Unilever N.V.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever Plc, Unilever N.V. filed Critical Unilever Plc
Priority to JP50377498A priority Critical patent/JP3675843B2/ja
Priority to CA002256390A priority patent/CA2256390C/en
Priority to EP97915472A priority patent/EP0910336B1/en
Priority to DE69711045T priority patent/DE69711045T2/de
Priority to AU22935/97A priority patent/AU2293597A/en
Publication of WO1998000102A1 publication Critical patent/WO1998000102A1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/67—Vitamins
    • A61K8/676—Ascorbic acid, i.e. vitamin C
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations

Definitions

  • the invention relates to a cosmetic product that can stably store ascorbic acid and then deliver same to the skin.
  • Vitamin C also known by its common name of Vitamin C, has long been recognized as an active substance benefiting skin appearance. Vitamin C reportedly increases the production of collagen in human skin tissue. Wrinkles and fine lines are thereby reduced. An overall healthier and younger-looking appearance results. Vitamin C has also found utility as an ultraviolet ray blocking or absorbing agent. Whitening or bleaching skin compositions have also employed Vitamin C utilizing its property of interference with the melanin formation process. There also is a belief that ascorbic acid interacts with the human immune system to reduce sensitivity to skin aggravating chemicals. Reduced levels of Vitamin C concentration on the skin have also been implicated with an increase in stress. From all of the foregoing perspectives, Vitamin C or ascorbic acid may provide significant benefit when topically applied.
  • Vitamin C is a very unstable substance. Although it is readily soluble in water, rapid oxidation occurs in aqueous media. Solubility of ascorbic acid has been reported to be relatively poor in nonaqueous media, thereby preventing an anhydrous system from achieving any significant level of active concentration.
  • U.S. Patent 4,818,521 (Tamabuchi) describes under the background technology a so-called two-pack type cosmetic wherein Vitamin C powder and other ingredients are separately packaged in different containers with mixing just prior to use of the cosmetic. The mixing procedure and expensive packaging were said to be drawbacks of this system.
  • the patent suggests stable oil-in-water type emulsions that are weakly acidic and wherein ascorbic acid has been premixed with a stabilizing oil.
  • Patent 4,983,382 (Wilmott and Znaiden) .
  • a blend of water and water-miscible organic solvent are combined as a stabilizing system.
  • At least about 40% of the organic solvent must be ethanol while the remainder may be selected from such alcohols as propylene glycol, glycerin, dipropylene glycol and polypropylene glycol .
  • Japanese Patent 44-22312 (Shionogi) describes the stabilization of Vitamin C in a mainly aqueous medium by a variety of glycols. These include polyethylene glycol, ethylene glycol, diethylene glycol and even ethanol. These formulations are intended for mgestion
  • U.S. Patent 4,372,874 (Modrovich) has reported incorporation of relatively large amounts of ascorbic acid in a polar water-miscible organic solvent such as dimethyl sulfoxide. Levels of water are kept below 0.5% through addition of a particulate desiccant to the carrier. Although highly polar systems such as dimethyl sulfoxide may be effective, this and related carriers are toxicologically questionable.
  • Another object of the present invention is to provide a delivery system which assists the penetration of ascorbic acid into the human skin while avoiding irritation thereof.
  • Still another object of the present invention is to provide a system for delivering ascorbic ac d that is aesthetically pleasing and imparts a soft and smooth skmfeel.
  • a cosmetic composition includes: (1) from 0.001 to 50% by weight of ascorbic acid;
  • a pharmaceutically acceptable carrier present in an effective amount to deliver the ascorbic acid to skin.
  • a method for stabilizing ascorbic acid involving adding dimethyl isosorbide in a stabilizing amount to the ascorbic acid in the presence of a pharmaceutically acceptable carrier.
  • dimethyl isosorbide m a pharmaceutically acceptable carrier.
  • Dimethyl isosorbide is known in Chemi cal Abstracts as 1,4:3,6 d ⁇ anhydro-2 , 5-d ⁇ -o-methyl-D-gluc ⁇ tol .
  • Arlasolve DMI Amounts of this material may range from 0.5 to 20%, preferably from 1 to 10%, optimally from 1.5 to 8% by weight .
  • Ascorbic acid s available from several sources including Roche Chemicals. Amounts of this material may range from 0.001 to 50%, preferably from 0.1 to 10%, optimally from 1 to 10% by weight.
  • compositions of this invention will require a pharmaceutically acceptable carrier.
  • the carrier will be an ingredient present in highest amounts in the cosmetic composition. These amounts may range from 10 to 99.9%, preferably from 25 to 90%, optimally from 50 to 85% by weight.
  • Pharmaceutically acceptable carriers may be selected from water, polyols, silicone fluids, esters and mixtures thereof. When present, water may range from 0.5 to 20%, preferably from 1 to 10%, usually from 2 to 6%, optimally less than 5% by weight of the composition.
  • one or more polyols are present as carriers in the compositions of this invention.
  • Illustrative are propylene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1,3-butylene glycol, 1 , 2 , 6-hexanetriol , glycerin, ethoxylated glycerin, propoxylated glycerin and mixtures thereof.
  • the polyol is a mixture of polyethylene glycol, molecular weight ranging from 200 to 2,000, and propylene glycol.
  • Preferred weight ratios of polyethylene glycol to propylene glycol range from 5:1 to 1:10, preferably from 2:1 to 1:5, more preferably from 2:1 to 1:2, optimally 1:1 to 1:2.
  • Amounts of the polyol may range from 1 to 50%, preferably from 10 to 40%, optimally from 25 to 35% by weight of the composition.
  • Silicone oils may also be included as carriers in the compositions of this invention. These oils may be either volatile or nonvolatile.
  • volatile refers to those materials which have a measurable vapour pressure at ambient temperature.
  • Volatile silicone oils are preferably chosen from cyclic or linear polydimethylsiloxanes containing from about 3 to about 9, preferably from about 4 to about 5, silicon atoms. Cyclomethicone is the common name of the preferred volatile silicone oil and is available as a tetramer or pentamer.
  • Amounts of the volatile siloxane will range from 10 to 80%, preferably from 20 to 70%, optimally from 30 to 65% by weight of the composition.
  • Linear volatile silicone materials generally have viscosities less than about 5 centistokes at 25°C while cyclic materials typically have viscosities of less than about 10 centistokes.
  • Examples of preferred volatile silicone oils useful herein include: Dow Corning 344, Dow Corning 345 and Dow Corning 200 (manufactured by Dow Corning Corp.); Silicone 7207 and Silicone 7158 (manufactured by the Union Carbide Corp.); SF 1202 (manufactured by General Electric) ; and SWS-03314 (manufactured by SWS Silicones, Inc.).
  • the nonvolatile silicone oils useful in compositions of this invention are exemplified by the polyalkyl siloxanes, polyalklyaryl siloxanes and polyether siloxane copolymers.
  • the essentially nonvolatile polyalkyl siloxanes useful herein include, for example, polydimethyl siloxanes with viscosities of from about 5 to about 100,000 centistokes at 25°C.
  • the preferred nonvolatile silicones useful in the present compositions are the polydimethyl siloxanes having viscosities from about 10 to about 400 centistokes at 25°C.
  • Such polyalkyl siloxanes include the Viscasil series (sold by General Electric Company) and the Dow Corning 200 series (sold by Dow Corning Corporation) .
  • Polyalkylaryl siloxanes include poly (methylphenyl ) siloxanes having viscosities of from about 15 to about 65 centistokes at 25°C. These are available, for example, as SF 1075 methylphenyl fluid (sold by General Electric Company) and 556 Cosmetic Grade Fluid (sold by Dow Corning Corporation).
  • Useful polyether siloxane copolymers include, for example, a polyoxyalkylene ether copolymer having a viscosity of about 1200 to 1500 centistokes at 25°C. Such a fluid is available as SF-1066 organo ⁇ ilicone surfactant (sold by General Electric Company) .
  • Cetyl dimethicone copolyol and cetyl dimethicone are especially preferred because these materials also function as emulsifiers and emollients.
  • the former material is available from Goldsch idt AG under the trademark Abil EM-90.
  • Amounts of the nonvolatile siloxane may range from 0.1 to 40%, preferably from 0.5 to 25% by weight of the composition.
  • Esters may also be incorporated into the cosmetic compositions as pharmaceutically acceptable carriers. Amounts may range from 0.1 to 50% by weight of the composition. Among the esters are:
  • Alkyl esters of fatty acids having 10 to 20 carbon atoms are useful herein. Examples include hexyl laurate, isohexyl laurate, isohexyl palmitate, isopropyl palmitate, decyl oleate, isodecyl oleate, hexadecyl stearate, decyl stearate, isopropyl isostearate, diisopropyl adipate, diisohexyl adipate, dihexyldecyl adipate, diisopropyl sebacate, lauryl lactate, myristyl lactate, and cetyl lactate. Particularly preferred are C :1 -C 15 alcohol benzoate esters .
  • Alkenyl esters of fatty acids having 10 to 20 carbon atoms examples thereof include oleyl myristate, oleyl stearate, and oleyl oleate.
  • Ether-esters such as fatty acid esters of ethoxylated fatty alcohols.
  • Ethylene glycol mono and di-fatty acid esters diethylene glycol mono- and di-fatty acid esters, polyethylene glycol (200-6000) mono- and di-fatty acid esters, propylene glycol mono- and di-fatty acid esters, polypropylene glycol 2000 monooleate, polypropylene glycol 2000 monostearate, ethoxylated propylene glycol monostearate, glyceryl mono- and di-fatty acid esters, polyglycerol poly-fatty esters, ethoxylated glyceryl monostearate, 1,3-butylene glycol monostearate, 1,3-butylene glycol distearate, polyoxyethylene polyol fatty acid ester, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters are satisfactory polyhydric alcohol esters.
  • Wax esters such as beeswax, spermaceti, myristyl myristate, stearyl stearate.
  • Sterols esters of which cholesterol fatty acid esters are examples thereof .
  • Aesthetic properties and stabilization of emulsions incorporating the Vitamin C may be improved through addition of a crosslmked non-emulsifymg siloxane elastomer.
  • Average number molecular weight of these elastomers should be in excess of 10,000, preferably in excess of 1 million and optimally will range from 10,000 to 20 million.
  • non-emulsifying defines a siloxane from which polyoxyalkylene units are absent.
  • the crosslmked non-emulsifymg siloxane elastomer is formed from a divmyl monomer reacting with Si-H linkages of a siloxane backbone.
  • Illustrative of the elastomer is a material with the CTFA name of Crosslmked Stearyl Methyl- Dimethyl Siloxane Copolymer, available as Gransil SR-CYC (25-35% active elastomer) from Grant Industries, Inc., Elmwood Park, New Jersey. Supply of related elastomer may also be available from the General Electric Company.
  • Amounts of the elastomer may range from 0.1 to 30%, optimally from 1 to 25%, most preferably from 10 to 20% by weight of the composition.
  • Minor adjunct ingredients may also be included cosmetic compositions of this invention. These ingredients may be selected from preservatives, fragrances, anti-foam agents, opacifiers, colorants and mixtures thereof, each in their effective amounts to accomplish their respective functions.
  • Polyethylene Glycol 200 20.3 21.0

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
PCT/EP1997/001625 1996-06-28 1997-03-29 Vitamin c delivery system WO1998000102A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP50377498A JP3675843B2 (ja) 1996-06-28 1997-03-29 ビタミンｃの送達系
CA002256390A CA2256390C (en) 1996-06-28 1997-03-29 Vitamin c delivery system
EP97915472A EP0910336B1 (en) 1996-06-28 1997-03-29 Vitamin c delivery system
DE69711045T DE69711045T2 (de) 1996-06-28 1997-03-29 Vitamin c abgabesystem
AU22935/97A AU2293597A (en) 1996-06-28 1997-03-29 Vitamin c delivery system

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2250996P 1996-06-28 1996-06-28
US60/022,509 1996-06-28

Publications (1)

Publication Number Publication Date
WO1998000102A1 true WO1998000102A1 (en) 1998-01-08

Family

ID=21809951

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1997/001625 WO1998000102A1 (en) 1996-06-28 1997-03-29 Vitamin c delivery system

Country Status (14)

Country Link
US (2) US5853741A (enrdf_load_stackoverflow)
EP (1) EP0910336B1 (enrdf_load_stackoverflow)
JP (1) JP3675843B2 (enrdf_load_stackoverflow)
CN (1) CN1104887C (enrdf_load_stackoverflow)
AR (1) AR007613A1 (enrdf_load_stackoverflow)
AU (1) AU2293597A (enrdf_load_stackoverflow)
CA (1) CA2256390C (enrdf_load_stackoverflow)
DE (1) DE69711045T2 (enrdf_load_stackoverflow)
ES (1) ES2172776T3 (enrdf_load_stackoverflow)
ID (1) ID19424A (enrdf_load_stackoverflow)
IN (3) IN188456B (enrdf_load_stackoverflow)
TW (1) TW470649B (enrdf_load_stackoverflow)
WO (1) WO1998000102A1 (enrdf_load_stackoverflow)
ZA (1) ZA972288B (enrdf_load_stackoverflow)

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0904775A1 (fr) * 1997-09-02 1999-03-31 L'oreal Emulsion contenant de l'acide ascorbique et ses utilisations dans les domaines cosmétique et dermatologique
WO1999051192A3 (en) * 1998-04-03 1999-11-18 Colgate Palmolive Co Low residue cosmetic composition
FR2783713A1 (fr) * 1998-09-29 2000-03-31 Oreal Utilisation d'une gomme de silicone pour stabiliser l'acide ascorbique et nouvelles compositions contenant ces composants
WO2000076547A1 (en) * 1999-06-10 2000-12-21 Igen, Inc. Stabilized vitamin c formulations
US6299889B1 (en) 1998-09-10 2001-10-09 Avon Products, Inc. Stable ascorbic acid preparation for topical use
US6365670B1 (en) 2000-03-10 2002-04-02 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
US6423322B1 (en) 1999-05-22 2002-07-23 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
EP1224928A1 (en) * 1998-04-03 2002-07-24 Colgate-Palmolive Company Improved low residue cosmetic composition
US6444745B1 (en) 2000-06-12 2002-09-03 General Electric Company Silicone polymer network compositions
KR20020082499A (ko) * 2001-03-07 2002-10-31 바이오스펙트럼 주식회사 유중 폴리올 액적형 엘-아스코르빈산 콜로이드 화장료조성물 및 이의 제조방법
US6531540B1 (en) 2001-05-16 2003-03-11 General Electric Company Polyether siloxane copolymer network compositions
US6538061B2 (en) 2001-05-16 2003-03-25 General Electric Company Cosmetic compositions using polyether siloxane copolymer network compositions
US6685965B1 (en) 1997-10-22 2004-02-03 Industria E Comercio De Cosmeticos Natura Ltda. Process for stabilizing levogyre ascorbic acid (laa), a stable aqueous laa composition, a process for preparing a stable topical solution, an emulsion, a vitamin product, and a method for cosmetic, pharmaceutical or nutritional treatment
EP1096922A4 (en) * 1998-07-10 2004-05-19 Shaklee Corp TOPICAL, STABLE AND IMPROVED ASCORBIC ACID COMPOSITIONS
US6881416B2 (en) 2002-04-08 2005-04-19 Wacker Chemical Corporation Alkyl group-substituted organopolysiloxane gels
US6936686B2 (en) 2002-12-11 2005-08-30 Nutech Corporation Cross-linked silicone gels; products containing the same; and methods of manufacture thereof
US7166276B2 (en) 2001-10-26 2007-01-23 The Procter & Gamble Company Silicone elastomer emulsion cosmetic composition comprising colorant inclusive internal phase
US7381769B2 (en) 2001-05-16 2008-06-03 Momentive Performance Materials Inc. Cosmetic compositions using polyether siloxane copolymer network compositions
KR100836032B1 (ko) * 2002-03-26 2008-06-09 (주)아모레퍼시픽 Ｌ-아스코빌산 함유 다중공 고분자 마이크로캡슐, 이의제조방법 및 이를 함유하는 화장료 조성물
US7404966B2 (en) 2000-07-10 2008-07-29 The Procter & Gamble Company Transfer-resistant makeup removing compositions
US7772214B2 (en) 2000-07-10 2010-08-10 The Procter & Gamble Company Emulsion cosmetic compositions comprising an emulsifying crosslinked siloxane elastomer
CN110314112A (zh) * 2019-08-13 2019-10-11 西安博和医疗科技有限公司 美白组合物及其制备方法
KR20220065152A (ko) * 2020-11-12 2022-05-20 주식회사 라피끄 순수비타민 c를 고함량 함유하는 화장료 조성물

Families Citing this family (36)

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US6465510B2 (en) 1997-09-02 2002-10-15 L'oreal Emulsion containing ascorbic acid and its uses in the cosmetics and dermatological fields
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US6228894B1 (en) 1998-04-17 2001-05-08 Enhanced Derm Technologies, Inc. Softgel-compatible composition containing retinol
TW570805B (en) * 1998-09-01 2004-01-11 Hoffmann La Roche Water-soluble pharmaceutical composition in an ionic complex
US20020119954A1 (en) * 1999-01-06 2002-08-29 L'oreal, S.A. Composition containing stabilized ascorbic acid, and uses thereof
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US6217914B1 (en) * 1999-03-19 2001-04-17 Bioderm, Inc. Ascorbic acid composition and method for treatment of aging or damaged skin
FR2791566B1 (fr) * 1999-03-31 2001-05-11 Oreal Composition contenant un actif instable en milieu oxydant, et ses utilisations notamment cosmetiques
US6200964B1 (en) 1999-05-28 2001-03-13 Neutrogena Corporation Silicone gel containing salicylic acid
US6645508B1 (en) * 1999-06-18 2003-11-11 Jivn-Ren Chen Stable L-ascorbic acid composition
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US6859870B1 (en) * 2000-03-07 2005-02-22 University Of Washington Method and apparatus for compressing VLIW instruction and sharing subinstructions
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US8907026B2 (en) * 2004-12-23 2014-12-09 Dow Corning Corporation Crosslinkable saccharide-siloxane compositions, and networks, coatings and articles formed therefrom
KR101292027B1 (ko) * 2005-05-23 2013-08-05 다우 코닝 코포레이션 사카라이드-실록산 공중합체를 포함하는 표면처리 조성물
CN101431995B (zh) 2006-02-21 2012-02-01 玫琳凯有限公司 稳定的维生素c组合物
EP2019678A4 (en) * 2006-05-23 2012-05-02 Dow Corning NOVEL SILICON FILM FORMERS FOR THE ADMINISTRATION OF ACTIVE SUBSTANCES
CN101584647B (zh) * 2008-05-20 2012-10-31 赢创德固赛特种化学(上海)有限公司 高维生素c含量油包多元醇组合物及其制备方法
FR2946253B1 (fr) * 2009-06-08 2011-06-24 Oreal Compositions a base d'acide ascorbique et de neohesperidine et leurs utilisations
US20100322875A1 (en) * 2009-06-18 2010-12-23 Advanced Bio-Technologies, Inc. Silicone scar treatment preparation
WO2012051614A2 (en) * 2010-10-15 2012-04-19 Kulesza John E Delivery of hydrophobic bioactive agents
US20140147525A1 (en) * 2012-11-26 2014-05-29 Johnson & Johnson Consumer Companies, Inc. Two Component Systems For Delivering Stabilized Ascorbic Acid
RU2016151314A (ru) * 2014-06-04 2018-07-09 АРБОНН ИНТЕРНЭШНЛ, ЭлЭлСи Прозрачные композиции и способы доставки активных ингредиентов для ухода за кожей
CN105168109B (zh) * 2015-10-13 2018-04-13 广州五羊日化有限公司 一种祛斑保湿护肤品及其制备方法
FR3053247B1 (fr) * 2016-07-01 2020-04-24 L'oreal Procede cosmetique de traitement des matieres keratiniques mettant en œuvre une composition comprenant de l’acide ascorbique
FR3105735B1 (fr) 2019-12-26 2023-07-07 Oreal Composition comprenant de l’acide ascorbique
FR3117803B1 (fr) 2020-12-18 2022-12-09 Oreal Composition comprenant des gélifiants aqueux, un tensioactif et de l’acide ascorbique
FR3117847B1 (fr) 2020-12-18 2023-11-24 Oreal Composition comprenant des gélifiants aqueux, des tensioactifs et de l’acide ascorbique
CN116407461B (zh) * 2021-12-31 2025-07-15 上海如妍化妆品有限公司 油性化妆品组合物、油性化妆品及其制备方法

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EP1096922A4 (en) * 1998-07-10 2004-05-19 Shaklee Corp TOPICAL, STABLE AND IMPROVED ASCORBIC ACID COMPOSITIONS
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US6881416B2 (en) 2002-04-08 2005-04-19 Wacker Chemical Corporation Alkyl group-substituted organopolysiloxane gels
US6936686B2 (en) 2002-12-11 2005-08-30 Nutech Corporation Cross-linked silicone gels; products containing the same; and methods of manufacture thereof
CN110314112A (zh) * 2019-08-13 2019-10-11 西安博和医疗科技有限公司 美白组合物及其制备方法
KR20220065152A (ko) * 2020-11-12 2022-05-20 주식회사 라피끄 순수비타민 c를 고함량 함유하는 화장료 조성물
KR102546787B1 (ko) 2020-11-12 2023-06-23 주식회사 라피끄 순수비타민 c를 고함량 함유하는 화장료 조성물

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DE69711045T2 (de) 2002-09-19
IN188651B (enrdf_load_stackoverflow) 2002-10-26
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AU2293597A (en) 1998-01-21
DE69711045D1 (de) 2002-04-18
IN188456B (enrdf_load_stackoverflow) 2002-09-28
EP0910336A1 (en) 1999-04-28
CN1223567A (zh) 1999-07-21
CN1104887C (zh) 2003-04-09
US5853741A (en) 1998-12-29
ZA972288B (en) 1998-09-17
EP0910336B1 (en) 2002-03-13
ES2172776T3 (es) 2002-10-01
AR007613A1 (es) 1999-11-10
JP2000513363A (ja) 2000-10-10
JP3675843B2 (ja) 2005-07-27
IN188590B (enrdf_load_stackoverflow) 2002-10-19
TW470649B (en) 2002-01-01
CA2256390A1 (en) 1998-01-08
ID19424A (id) 1998-07-09

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